Flow chemistry as a discovery tool to access sp(2)–sp(3) cross-coupling reactions via diazo compounds

The work takes advantage of an important feature of flow chemistry, whereby the generation of a transient species (or reactive intermediate) can be followed by a transfer step into another chemical environment, before the intermediate is reacted with a coupling partner. This concept is successfully...

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Detalles Bibliográficos
Autores principales: Tran, Duc N., Battilocchio, Claudio, Lou, Shing-Bong, Hawkins, Joel M., Ley, Steven V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2015
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5811102/
https://www.ncbi.nlm.nih.gov/pubmed/29560199
http://dx.doi.org/10.1039/c4sc03072a
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author Tran, Duc N.
Battilocchio, Claudio
Lou, Shing-Bong
Hawkins, Joel M.
Ley, Steven V.
author_facet Tran, Duc N.
Battilocchio, Claudio
Lou, Shing-Bong
Hawkins, Joel M.
Ley, Steven V.
author_sort Tran, Duc N.
collection PubMed
description The work takes advantage of an important feature of flow chemistry, whereby the generation of a transient species (or reactive intermediate) can be followed by a transfer step into another chemical environment, before the intermediate is reacted with a coupling partner. This concept is successfully applied to achieve a room temperature sp(2)–sp(3) cross coupling of boronic acids with diazo compounds, these latter species being generated from hydrazones under flow conditions using MnO(2) as the oxidant.
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spelling pubmed-58111022018-03-20 Flow chemistry as a discovery tool to access sp(2)–sp(3) cross-coupling reactions via diazo compounds Tran, Duc N. Battilocchio, Claudio Lou, Shing-Bong Hawkins, Joel M. Ley, Steven V. Chem Sci Chemistry The work takes advantage of an important feature of flow chemistry, whereby the generation of a transient species (or reactive intermediate) can be followed by a transfer step into another chemical environment, before the intermediate is reacted with a coupling partner. This concept is successfully applied to achieve a room temperature sp(2)–sp(3) cross coupling of boronic acids with diazo compounds, these latter species being generated from hydrazones under flow conditions using MnO(2) as the oxidant. Royal Society of Chemistry 2015-02-01 2014-11-07 /pmc/articles/PMC5811102/ /pubmed/29560199 http://dx.doi.org/10.1039/c4sc03072a Text en This journal is © The Royal Society of Chemistry 2014 http://creativecommons.org/licenses/by-nc/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution-NonCommercial 3.0 Unported License (http://creativecommons.org/licenses/by-nc/3.0/) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Tran, Duc N.
Battilocchio, Claudio
Lou, Shing-Bong
Hawkins, Joel M.
Ley, Steven V.
Flow chemistry as a discovery tool to access sp(2)–sp(3) cross-coupling reactions via diazo compounds
title Flow chemistry as a discovery tool to access sp(2)–sp(3) cross-coupling reactions via diazo compounds
title_full Flow chemistry as a discovery tool to access sp(2)–sp(3) cross-coupling reactions via diazo compounds
title_fullStr Flow chemistry as a discovery tool to access sp(2)–sp(3) cross-coupling reactions via diazo compounds
title_full_unstemmed Flow chemistry as a discovery tool to access sp(2)–sp(3) cross-coupling reactions via diazo compounds
title_short Flow chemistry as a discovery tool to access sp(2)–sp(3) cross-coupling reactions via diazo compounds
title_sort flow chemistry as a discovery tool to access sp(2)–sp(3) cross-coupling reactions via diazo compounds
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5811102/
https://www.ncbi.nlm.nih.gov/pubmed/29560199
http://dx.doi.org/10.1039/c4sc03072a
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